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Top Portland Private Sightseeing Tours

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65 results | All Portland Tours

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Haunted Pub Tour

Haunted Pub Tour

star-4.5
95
Explore the eerie side of Old Town with this haunted pub tour in Portland. Learn about some of the city's scary history as you walk through 19th-century buildings. Sample local beers as you hear about Portland's era of kidnapping, gangs, prostitution and opium dens.
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  • 2 hours 30 minutes
  • Free Cancellation
From
USD40.00
Price varies by group size
From
USD40.00
Price varies by group size

Aerial Tram and Rooftop Tour

Aerial Tram and Rooftop Tour

star-5
4
See Portland as few people do—from the sky and rooftops—with this experience. You'll start with a trip up and down Portland's famous aerial tram, which offers great views of the city, followed by a jaunt to the city's Old Town to check out views from the rooftops of two more buildings.
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  • 2 to 3 hours
  • Free Cancellation
From
USD46.16
From
USD46.16

The Vibrant Kerns Hood - East Burnside and more

The Vibrant Kerns Hood - East Burnside and more

star-5
42
Get off the beaten path to explore Portland's Kerns neighborhood with this guided food tour. You'll head up to the stretch of NE 28th Avenue known as "Restaurant Row," for a 1.2-mile-long walk with a guide, with stops at six different eateries along the way to sample local flavors.
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  • 3 hours
  • Free Cancellation
From
USD95.00
From
USD95.00

Private 40-minute Waterfall Air Tour for Three

Private 40-minute Waterfall Air Tour for Three

star-5
32
See Oregon’s infamous waterfalls from above on a private airplane tour through the Columbia River Gorge. Get 360-degree views as you soar over the Vista House, Booneville Dam, the Bridge of the Gods near Cascade Locks, and more. This private experience allows you to customize your itinerary to fit your preferences. 
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  • 40 minutes
  • Free Cancellation
From
USD359.00
per group
From
USD359.00
per group

Private Oregon Coastal Tour to Cannon Beach and Haystack Rock
Likely to Sell OutLikely to Sell Out

Private Oregon Coastal Tour to Cannon Beach and Haystack Rock

star-5
3
Take in the sights of the Oregon Coast without worrying about driving with this private tour from Portland, Your driver will pick you up at your accommodations and take you west to the coast, known for its unusual mix of forest and sandy beaches. You'll get plenty of chances to stop along the way at some of the region's prettiest viewpoints and cutest towns.
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  • 8 hours 30 minutes
  • Free Cancellation
From
USD330.00
Price varies by group size
From
USD330.00
Price varies by group size

Sunset Sailing Adventure on a Classic Yacht in the Heart of the Columbia Gorge

Sunset Sailing Adventure on a Classic Yacht in the Heart of the Columbia Gorge

star-5
64
Watch the sunset from aboard a 38-foot yacht with this small-group sailing adventure in the majestic Columbia River Gorge. You and your fellow passengers will get the chance to learn about sailing, steer the boat, or just sit back and enjoy the ride while your captain and crew take care of the rest.
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  • 2 hours
  • Free Cancellation
From
USD99.00
From
USD99.00

Half-Day Columbia River Gorge and Waterfall Hiking Tour

Half-Day Columbia River Gorge and Waterfall Hiking Tour

star-5
353
Head out to the Columbia River Gorge for half a day of visiting cascading waterfalls and scenic overlooks with this tour from Portland. You'll visit Multnomah Falls, the highest waterfall in the state, as well as lesser-known falls throughout the region. You'll also have the chance to take mini-hikes in the area to get better views of waterfalls and the surrounding scenery.
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  • 4 hours
  • Free Cancellation
From
USD69.00
From
USD69.00

2-Hour Columbia River Gorge Dinner Cruise

2-Hour Columbia River Gorge Dinner Cruise

star-4
46
Start your evening on the Columbia River on a dinner cruise that provides views of the Columbia River Gorge National Scenic Area from a historical sternwheeler. A seasonal menu features local ingredients for the 3-course dinner with bread, salad, main course, and dessert. Along the way, listen to stories and history about the river from the captain. Drinks are available for purchase.
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  • 2 hours
  • Free Cancellation
From
USD100.00
From
USD100.00

Willamette Valley Wine-Tasting Tour from Portland

Willamette Valley Wine-Tasting Tour from Portland

star-5
167
Experience the best of Willamette Valley wine country on a guided wine-tasting tour from Portland. With a small group of fellow wine lovers, spend half a day visiting three handpicked wineries such as Colene Clemens Vineyards and Montinore Estate. Meet local vintners and sample award-winning varietals while marveling at Oregon’s stunning countryside.
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  • 6 hours
  • Free Cancellation
From
USD330.00
Price varies by group size
From
USD330.00
Price varies by group size

1-Hour Columbia River Gorge Sightseeing Cruise

1-Hour Columbia River Gorge Sightseeing Cruise

star-4.5
61
Get an up-close look at the Columbia River Gorge on a sightseeing cruise that takes you under the Bridge of the Gods and past sights such as the Bonneville Dam, Native American fishing platforms, and locations where kite surfers and wind surfers show off their skills. Snacks and drinks are available for purchase on board the boat.
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  • 1 hour
  • Free Cancellation
From
USD50.00
From
USD50.00

Portland Sightseeing Tour Including Columbia Gorge Waterfalls
Likely to Sell OutLikely to Sell Out

Portland Sightseeing Tour Including Columbia Gorge Waterfalls

star-4.5
396
Experience highlights of the Portland area on this full-day sightseeing tour, including the blossoming food cart culture, diverse neighborhoods, Pioneer Courthouse Square, and the unspoiled beauty of the Columbia River Gorge. Immerse yourself in a guided tour of Portland’s fascinating history and quirky contemporary culture.
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  • 8 hours 30 minutes
  • Free Cancellation
From
USD150.00
Price varies by group size
From
USD150.00
Price varies by group size

Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland
Likely to Sell OutLikely to Sell Out

Morning Half-Day Multnomah Falls and Columbia River Gorge Waterfalls Tour from Portland

star-5
443
Escape the hustle and bustle of the city for the day on this guided tour to Multnomah Falls and the Columbia River Gorge Waterfalls. Travel along the historic Columbia River Highway National Scenic Byway and stop at the magnificent falls of Multnomah, Latourell, and Bridal Veil.
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  • 3 hours 30 minutes
  • Free Cancellation
From
USD85.00
Price varies by group size
From
USD85.00
Price varies by group size

Willamette Valley Wine Tour from Portland with Lunch

Willamette Valley Wine Tour from Portland with Lunch

star-5
294
Immerse yourself in the beauty and bounty of Willamette Valley wine country on this full-day tour from Portland. Perfect for all level of wine enthusiast – from newcomers to connoisseurs – this 7.5-hour trip offers the insight of expertly trained guides and visits to 3-5 vineyards to sample unique varietals including renowned pinots, chardonnays and rieslings. Tasting fees are not included.
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  • 7 hours 30 minutes
  • Free Cancellation
From
USD200.00
From
USD200.00

Mt Hood Day Trip from Portland to Multnomah Falls and Hood River
Likely to Sell OutLikely to Sell Out

Mt Hood Day Trip from Portland to Multnomah Falls and Hood River

star-5
374
Immerse yourself in the beauty of Columbia River Gorge on this full-day trip from Portland to Mount Hood! With your small group, take a guided tour of such iconic Oregon destinations as Multnomah Falls and the famous Timberline Lodge, and enjoy lunch in the charming city of Hood River.
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  • 8 hours 30 minutes
  • Free Cancellation
From
USD130.00
Price varies by group size
From
USD130.00
Price varies by group size

Columbia River Gorge Waterfalls Tour from Portland
Likely to Sell OutLikely to Sell Out

Columbia River Gorge Waterfalls Tour from Portland

star-5
424
Species seen nowhere else in the world, dramatic basalt lava flows nearly a mile deep, and some of the world’s most beautiful waterfalls are a few of the sights that await you on this tour. Come experience the grandeur of the Columbia River Gorge, one of the United States’ most photographed Natural Scenic Reserves. We will drive along the oldest scenic highway in the US, stopping at sweeping viewpoints, flowing falls, a historic lodge, and the famed Bonneville Dam Sturgeon viewing center.
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  • 4 hours
  • Free Cancellation
From
USD79.00
From
USD79.00

Hike and Bike Tour to Columbia River Gorge Waterfalls

Hike and Bike Tour to Columbia River Gorge Waterfalls

star-5
63
Combine hiking and bicycling on this small-group tour of the Columbia River Gorge, ideal for active travelers. After a minivan ride from Portland to the Gorge, you'll hop on your bike and start exploring, stopping at the Vista House, Bridal Veil Falls, and Multnomah Falls along the way. You'll also visit Latourell Falls, where you'll take a hike al long a 2.1-mile loop trail up to the lower falls.
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  • 4 hours 30 minutes
  • Free Cancellation
From
USD95.00
From
USD95.00

Columbia River Gorge Waterfalls and Mt Hood Tour from Portland

Columbia River Gorge Waterfalls and Mt Hood Tour from Portland

star-5
273
Experience the unrivaled beauty of the Columbia River Gorge, Cascade Mountain Range and Mount Hood on this full-day trip from Portland. In the comfort of a luxury vehicle, enjoy a guided tour of the Gorge’s top destinations, including dramatic waterfalls, the Bridge of the Gods, Hood’s Timberline Lodge, and the charming city of Hood River.
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  • 8 hours
  • Free Cancellation
From
USD139.00
From
USD139.00

Guided Jetboat Tour for Six -Private

Guided Jetboat Tour for Six -Private

star-5
8
This is the only commercially available scenic tour on this section of river. You will learn the rich history of the area going back to the mid 1800's. You will see a small local ferry boat that has served the area continuously since the days of the early pioneers and covered wagons.
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  • 3 hours 30 minutes
  • Free Cancellation
From
USD225.00
Price varies by group size
From
USD225.00
Price varies by group size

Willamette Valley Wine Tour & Lunch - For Private Large Groups

Willamette Valley Wine Tour & Lunch - For Private Large Groups

star-5
5
Explore the Willamette Valley, the largest wine-producing region, on this private tour designed with large groups in mind. You'll get the chance to visit three or four wineries and stop for an included lunch along the way, all with a guide/driver to help make your experience safe, fun, and informative.
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  • 7 to 8 hours
From
USD199.00
Price varies by group size
From
USD199.00
Price varies by group size

Private Portland Sailing Charter

Private Portland Sailing Charter

star-4
1
Enjoy a private tour of Portland waters on an up to 90-minute sailing cruise. Bring up to five others on a leisurely meander along the Willamette River, choosing between an up river journey to the forested Elk Rock Island or a ride taking in the city skyline and bridges. Relax, unwind and simply savor postcard views as well as time with your friends and loved ones. You can enjoy BYO snacks, beer and wine to savor while soaking in the surrounding atmosphere.
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  • 1 hour 30 minutes
  • Free Cancellation
From
USD359.00
per group
From
USD359.00
per group

Self Guided Solo

Self Guided Solo "Weird and Wonderful Portland" Walking Tour in Old Town

star-1
1
Explore the quirky side of Portland at your own pace with this app-based, self-guided tour. You'll visit the historic Old Town, stopping at allegedly haunted spots and learning about the Shanghai Tunnels, a series of passageways that connect the oldest part of town to the waterfront (local lore has it that they were once used to kidnap sailors). The app will also take you over to Portland’s famous Voodoo Doughnut.
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  • 40 minutes
  • Free Cancellation
From
USD5.50
From
USD5.50

1-Hour Private Air Tour of Mount Hood and Columbia Gorge

1-Hour Private Air Tour of Mount Hood and Columbia Gorge

star-5
26
Experience Oregon from the sky with this aerial tour above some of the state’s most dramatic scenery. This flight for up to three people will take you above the Columbia Gorge, over the Mt. Hood National Forest and back. Note that prices are for the entire plane ride, so bring a couple friends and make a day of it.
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  • 1 hour
  • Free Cancellation
From
USD489.00
per group
From
USD489.00
per group

20-minute Private Gorge Air Tour for 3

20-minute Private Gorge Air Tour for 3

star-5
15
If you’ve never flown on a private plane before, this 20-minute ride over the Columbia River Gorge will be an unforgettable experience and a thrilling overview of the natural beauty of the Pacific Northwest. Your knowledgeable pilot will take you east through the Gorge toward the Vista House viewpoint, past the waterfalls and cliffs of the Gorge.
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  • 20 minutes
  • Free Cancellation
From
USD189.00
per group
From
USD189.00
per group

Tasting the Gorge by Ebike

Tasting the Gorge by Ebike

star-5
1
Immerse yourself in immaculate Pacific Northwest scenery—and indulge in some special beverages along the way—on this private tour by e-bike. Meet your guide in Hood River, get acquainted with your bike, and then zip off. You’ll go for a 7-mile (11 -kilometer) ride along the Historic Columbia River Highway State Trail, will visit a local winery and brewery for tastings, and can opt to finish with a short hike.
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  • 4 hours
  • Free Cancellation
From
USD150.00
From
USD150.00

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Private Sightseeing Tours in Portland?
Q:
What Private Sightseeing Tours in Portland are 1 hour or less?
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What Private Sightseeing Tours in Portland are taking additional safety precautions?
Q:
What Private Sightseeing Tours in Portland are good for avoiding crowds?